Caribbean Holidays

Enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that welcomes you in.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Antigua, Barbados, Grenada, Jamaica, St Lucia, The Bahamas and Turks & Caicos.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica, and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun, and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2024 & 2025

We have some great Caribbean holidays for 2024 & 2025 available with up to 60% savings on some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – a testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of the finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of the time of day, month or season. Pretty predictable, but variations in temperature do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than use a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two: the rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be discouraged though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 

Barbados

Sea Breeze Beach House

4.5* out of 5 stars

  • In celebration of being the official holiday prize provider for Britain's Got Talent, we have an exclusive saving of up to 56%

7 nights All Inclusive including Virgin Atlantic flights from £1,703 per person

Dominican Republic

Hard Rock Hotel & Casino Punta Cana

5* out of 5 stars

Indulge your inner rock star in paradise settings at Hard Rock Hotel & Casino Punta Cana. This exciting hotel caters for all with 11 swimming pools, kids-friendly and adults-only areas, nightclub and casinos.

7 nights All Inclusive including British Airways flights from £2,148 per person

Grenada

Calabash Hotel

5* out of 5 stars

  • Complimentary upgrade to Half Board

7 nights Half Board including Virgin Atlantic flights from £2,751 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • Up to 42% saving
  • Complimentary Standard Transfers

7 nights All Inclusive including Virgin Atlantic flights from £1,631 per person

Curaçao

Sandals Royal Curaçao

5* out of 5 stars

At Sandals Royal Curaçao, you'll experience the vibrant spirit of the Caribbean in total luxury, with fantastic views of the tropical waters and sandy beach.

7 nights All Inclusive including American Airlines flights from £2,795 per person

Cancun & Riviera Maya

Moon Palace Cancun

5* out of 5 stars

The spectacular 3-lobby Moon Palace is Cancun's biggest & best integrated resort. Ideally located on the sun-kissed Caribbean coast, it offers some of the most generous inclusions in world travel.

7 nights All Inclusive including British Airways flights from £2,039 per person

Dominican Republic

Secrets Royal Beach Punta Cana

5* out of 5 stars

Your ideal all inclusive holiday of relaxation, strictly for adults only. No matter what the occasion, there's plenty enough to keep you happy.

7 nights All Inclusive including British Airways flights from £1,815 per person

Grenada

Royalton Grenada, An Autograph Collection All-Inclusive Resort

5* out of 5 stars

  • 25% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,808 per person

Cancun & Riviera Maya

Secrets Akumal Riviera Maya

5* out of 5 stars

Set in the heart of Riviera Maya upon the white sands of Akumal - ranked in the Top 10 Mexican beaches – this resort is the perfect place to discover the many historic and natural marvels of Mexico.

7 nights All Inclusive including British Airways flights from £2,040 per person

Grenada

Spice Island Beach Resort

5* out of 5 stars

  • 14% saving

7 nights All Inclusive including Virgin Atlantic flights from £2,736 per person

Dominican Republic

Casa de Campo Resort & Villas

5* out of 5 stars

Practically an oceanfront town in its own right, multi-award-winning Casa de Campo Resort & Villas is a 7,000-acre dream, featuring top golf courses, an equestrian centre, beach and incredible spa.

7 nights Room Only including British Airways flights from £1,680 per person

Antigua

Carlisle Bay

5* out of 5 stars

Secluded away in a tranquil bay, Carlisle Bay resort is a slice of tropical beachfront heaven. Enjoy free afternoon tea anywhere in-resort, plus great dining, watersports & more.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,753 per person

Antigua

The Verandah, Antigua

4.5* out of 5 stars

Located next to a National Park, The Verandah, Antigua is an adults only, eco-friendly oasis where lush gardens, a spa, tennis courts & watersports provide relaxation and leisure.

7 nights All Inclusive including British Airways flights from £1,665 per person

Antigua

Sandals Grande Antigua

5* out of 5 stars

  • Up to 45% saving
  • Complimentary Transfers

7 nights All Inclusive including British Airways flights from £1,913 per person

Antigua

Galley Bay Resort & Spa

4.5* out of 5 stars

Set on Antigua’s west coast, the Galley Bay is an all-inclusive, adults only resort known for its white beaches and tropical, lush gardens. You’ll encounter and endless list of activities including a fantastic spa.

7 nights All Inclusive including British Airways flights from £2,582 per person

Antigua

Curtain Bluff

5* out of 5 stars

  • 25% saving

7 nights All Inclusive including British Airways flights from £3,531 per person

Antigua

Blue Waters Resort and Spa

4.5* out of 5 stars

Blue Waters, on the northern shore of Antigua, is a privately owned resort ideal for honeymoons and weddings because of its intimate and secluded atmosphere but also gladly accommodates families.

7 nights Bed and Breakfast including British Airways flights from £2,248 per person

Barbados

The House by Elegant Hotels

5* out of 5 stars

This idyllic adult only boutique hotel offers pure luxury in the heart of Barbados’ ‘Platinum Coast’. Complimentary water sports and luxurious facilities characterise this 5-star property.

7 nights All Inclusive including Virgin Atlantic flights from £3,120 per person

Barbados

The Crane Resort

4.5* out of 5 stars

Set on the rugged hills of the Caribbean’s picturesque east coast, The Crane Resort is a luxury retreat that not only offers an array of great swimming pools but also gives you access to one of the best beaches in the world.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,236 per person

Barbados

The Club Barbados Resort & Spa

4* out of 5 stars

This all inclusive, adults-only 4-star resort is situated on the magnificent West Coast of Barbados and offers the chance for travellers to partake in a number of watersport activities and live entertainment.

7 nights All Inclusive including Virgin Atlantic flights from £1,560 per person

Barbados

Sandals Royal Barbados

5* out of 5 stars

  • Up to 45% saving
  • Booking Bonus £700
  • Complimentary wedding package

7 nights All Inclusive including Virgin Atlantic flights from £2,422 per person

Barbados

Crystal Cove by Elegant Hotels

4* out of 5 stars

A premium all inclusive resort on Barbados' west coast, Crystal Cove by Elegant Hotels offers to its guests a range of watersports, as well as preferred tee times at Royal Westmoreland Golf Course and Country Club.

7 nights All Inclusive including Virgin Atlantic flights from £1,978 per person

Barbados

Coconut Court Beach Hotel

3* out of 5 stars

Coconut Court Beach Hotel is a charming family-owned Barbados beach resort that combines culture, a historic location and a fantastic entertainment programme.

7 nights Room Only including Virgin Atlantic flights from £1,008 per person

Barbados

O2 Beach Club & Spa

5* out of 5 stars

Discover all-inclusive Barbados in a new light with unlimited gourmet dining, contemporary rooms and suites, and fantastic swim & spa facilities.

7 nights All Inclusive including Virgin Atlantic flights from £2,618 per person

Cancun & Riviera Maya

The Fives Oceanfront

5* out of 5 stars

  • Resort credit Coupon US$555 per room per stay

7 nights Bed and Breakfast including British Airways flights from £1,237 per person

Cancun & Riviera Maya

Sun Palace Cancun

5* out of 5 stars

Created with couples in mind, this comprehensive, adults-only resort offers an impeccable retreat from the routine of daily life. It provides the perfect backdrop for you and your partner to unwind, rekindle your connection, and rediscover your individual selves.

7 nights All Inclusive including British Airways flights from £2,088 per person

Cancun & Riviera Maya

Dreams Riviera Cancun Resort & Spa

5* out of 5 stars

Located between Playa del Carmen and Cancun this expansive luxury resort offers spectacular panoramic views and flourishing tropical gardens.

7 nights All Inclusive including British Airways flights from £1,559 per person

Cancun & Riviera Maya

Secrets Moxche Playa Del Carmen

5* out of 5 stars

A paradise bordered by magnificent tropical vegetation and a beautiful sea, your stay here has an Unlimited-Luxury® experience beyond compare.

7 nights All Inclusive including British Airways flights from £1,982 per person

Cancun & Riviera Maya

UNICO 20º87º Hotel Riviera Maya

5* out of 5 stars

Contemporary, innovative adults only retreat where personal hosts, a superb spa & dining are all part of the all-inclusive programme.

7 nights All Inclusive including British Airways flights from £2,054 per person

Cancun & Riviera Maya

Dreams Sapphire Resort & Spa

5* out of 5 stars

The Dreams Sapphire Resort & Spa in Cancun has that little bit of something for everyone, including luxurious spa treatments for mum & dad and the Explorer's Club for kids.

7 nights All Inclusive including British Airways flights from £1,384 per person

Cancun & Riviera Maya

Hard Rock Riviera Maya

5* out of 5 stars

The Hard Rock Riviera Maya offers plenty of opportunity for the wild at heart. Discover Mexico's best kept secret in an ambiance of total luxury and indulgence.

7 nights All Inclusive including British Airways flights from £1,904 per person

Cancun & Riviera Maya

Dreams Tulum Resort & Spa

5* out of 5 stars

The Dreams Tulum Resort & Spa is a deluxe resort located just minutes away from the ancient Mayan pyramids which offers guests luxury and elegant charm.

7 nights All Inclusive including British Airways flights from £1,427 per person

Dominican Republic

Dreams Onyx Resort & Spa

5* out of 5 stars

This new beachfront retreat offers guests an Unlimited Luxury® holiday experience which includes limitless gourmet cuisine, top shelf spirits and more.

7 nights All Inclusive including British Airways flights from £1,624 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

Unwind on one of the Caribbean’s most spectacular beaches and discover Unlimited-Luxury with endless activities and facilities, five-star service & unlimited a la carte dining.

7 nights All Inclusive including British Airways flights from £1,703 per person

Jamaica

Couples Sans Souci

5* out of 5 stars

  • 45% saving
  • Complimentary Standard Transfers

7 nights All Inclusive including Virgin Atlantic flights from £1,816 per person

Jamaica

Couples Negril

5* out of 5 stars

  • Up to 46% saving
  • Complimentary Standard Transfers (Montego Bay Airport Only)

7 nights All Inclusive including Virgin Atlantic flights from £1,824 per person

Jamaica

Couples Swept Away

5* out of 5 stars

  • Up to 46% saving
  • Complimentary Standard Transfers (Montego Bay Airport Only)

7 nights All Inclusive including Virgin Atlantic flights from £1,839 per person

Jamaica

Hilton Rose Hall Resort & Spa

4.5* out of 5 stars

With a huge aquatic park, amazing facilities and great access to the beach, this delightful resort in Montego Bay is renowned for families and radiates with warm, Jamaican charm.

7 nights All Inclusive including Virgin Atlantic flights from £1,630 per person

Jamaica

Jamaica Inn

5* out of 5 stars

Jamaica Inn provides you with the perfect chance to stay in a favourite of the greats of years gone by. Its halls have been graced by the likes of Marilyn Monroe, Arthur Miller, Winston Churchill and Ian Flemming.

7 nights Bed and Breakfast including Virgin Atlantic flights from £2,151 per person

Jamaica

Sandals Montego Bay

5* out of 5 stars

Located on the north coast of Jamaica the Sandals Montego Bay offers immediate access to the island's longest private beach as well as your own romantic beach side bungalow.

7 nights All Inclusive including Virgin Atlantic flights from £2,256 per person

Jamaica

Secrets Wild Orchid Montego Bay

5* out of 5 stars

This great resort is ready to cater to your every need with its stunning location, diverse dining, exhilarating activities and luxurious pool. A vibrant and yet refined atmosphere provides for the perfect holiday experience.

7 nights All Inclusive including Virgin Atlantic flights from £1,851 per person

Jamaica

S Hotel Jamaica

4.5* out of 5 stars

Situated in Montego Bay, S Hotel Jamaica is a chic and luxurious beachfront resort. With stunning ocean views, stylish rooms, and gourmet dining, it's the perfect Caribbean escape.

7 nights All Inclusive including Virgin Atlantic flights from £2,617 per person

St Lucia

Cap Maison

5* out of 5 stars

  • 15% saving

7 nights Half Board including Virgin Atlantic flights from £2,343 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Standard Transfers

7 nights All Inclusive including Virgin Atlantic flights from £1,920 per person

St Lucia

East Winds

4.5* out of 5 stars

  • 20% saving

7 nights All Inclusive including British Airways flights from £2,433 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

Hidden away in Gros Islet in the northwestern tip of Saint Lucia, on one of the island’s most stunning white-sand beaches and close to local nightlife and restaurants, this luxury all-villa suite hotel offers guest the ultimate five-star experience.

7 nights Bed and Breakfast including British Airways flights from £1,978 per person

St Lucia

Windjammer Landing Villa Beach Resort

4.5* out of 5 stars

The 60-acre grounds and private beach make Windjammer Landing Villa Beach Resort a great St Lucia holiday option. Now boasting an extended beach with in-water hammocks.

7 nights Bed and Breakfast including British Airways flights from £1,272 per person

St Vincent & Grenadines

Sandals Saint Vincent and the Grenadines

5* out of 5 stars

  • Up to 45% saving
  • Internal Flights

7 nights All Inclusive including Virgin Atlantic flights from £2,921 per person

St Vincent & Grenadines

Bequia Beach Hotel

5* out of 5 stars

A great boutique resort with a secluded beach on one of the most beautiful islands in the Caribbean, the Bequia Beach Hotel is the ultimate honeymoon hideaway.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,842 per person

St Vincent & Grenadines

Palm Island Resort & Spa

4* out of 5 stars

  • Internal Flights

7 nights All Inclusive including Virgin Atlantic flights from £2,871 per person

Tobago

Coco Reef Resort & Spa

4* out of 5 stars

Only a short drive from Crown Point International Airport, the elegantly charming Coco Reef Resort offers guests a host of quality facilities to enjoy.

7 nights Bed and Breakfast including British Airways flights from £1,085 per person

Turks & Caicos

Beaches Turks & Caicos

5* out of 5 stars

The award-winning Beaches Turks & Caicos offers plenty of family fun in the Caribbean. With a kids club, nursery, waterpark and Xbox360 garage, you'll soon see why.

7 nights All Inclusive including British Airways flights from £3,371 per person

Gallery

Caribbean Holiday Types